AU1979699A - A stable oral pharmaceutical composition containing a substituted pyridylsulfinyl benzimidazole - Google Patents
A stable oral pharmaceutical composition containing a substituted pyridylsulfinyl benzimidazoleInfo
- Publication number
- AU1979699A AU1979699A AU19796/99A AU1979699A AU1979699A AU 1979699 A AU1979699 A AU 1979699A AU 19796/99 A AU19796/99 A AU 19796/99A AU 1979699 A AU1979699 A AU 1979699A AU 1979699 A AU1979699 A AU 1979699A
- Authority
- AU
- Australia
- Prior art keywords
- pharmaceutical composition
- substituted pyridyl
- vinyl pyrrolidone
- benzimidazole
- polymer
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 title 1
- 239000008203 oral pharmaceutical composition Substances 0.000 title 1
- 239000000203 mixture Substances 0.000 abstract 5
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 abstract 3
- 239000002775 capsule Substances 0.000 abstract 3
- 229920000642 polymer Polymers 0.000 abstract 3
- -1 pyridyl sulfinyl benzimidazole Chemical class 0.000 abstract 3
- 239000000463 material Substances 0.000 abstract 2
- 239000008194 pharmaceutical composition Substances 0.000 abstract 2
- SUBDBMMJDZJVOS-UHFFFAOYSA-N 5-methoxy-2-{[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]sulfinyl}-1H-benzimidazole Chemical compound N=1C2=CC(OC)=CC=C2NC=1S(=O)CC1=NC=C(C)C(OC)=C1C SUBDBMMJDZJVOS-UHFFFAOYSA-N 0.000 abstract 1
- IQPSEEYGBUAQFF-UHFFFAOYSA-N Pantoprazole Chemical compound COC1=CC=NC(CS(=O)C=2NC3=CC=C(OC(F)F)C=C3N=2)=C1OC IQPSEEYGBUAQFF-UHFFFAOYSA-N 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 230000015556 catabolic process Effects 0.000 abstract 1
- 229920001577 copolymer Polymers 0.000 abstract 1
- 238000006731 degradation reaction Methods 0.000 abstract 1
- 239000003937 drug carrier Substances 0.000 abstract 1
- 230000027119 gastric acid secretion Effects 0.000 abstract 1
- 239000008187 granular material Substances 0.000 abstract 1
- 230000002401 inhibitory effect Effects 0.000 abstract 1
- 229960003174 lansoprazole Drugs 0.000 abstract 1
- MJIHNNLFOKEZEW-UHFFFAOYSA-N lansoprazole Chemical compound CC1=C(OCC(F)(F)F)C=CN=C1CS(=O)C1=NC2=CC=CC=C2N1 MJIHNNLFOKEZEW-UHFFFAOYSA-N 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 229960000381 omeprazole Drugs 0.000 abstract 1
- 229960005019 pantoprazole Drugs 0.000 abstract 1
- 239000000546 pharmaceutical excipient Substances 0.000 abstract 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 abstract 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 abstract 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 abstract 1
- 239000000843 powder Substances 0.000 abstract 1
- 230000000087 stabilizing effect Effects 0.000 abstract 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/4439—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A61K9/4841—Filling excipients; Inactive ingredients
- A61K9/4866—Organic macromolecular compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A61K9/4891—Coated capsules; Multilayered drug free capsule shells
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
Landscapes
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Medicinal Preparation (AREA)
Abstract
A pharmaceutical composition which is stable and suitable for oral administration to a patient comprises a mixture of a substituted pyridyl sulfinyl benzimidazole having gastric acid secretion inhibitory activity (such as omeprazole, lansoprazole, or pantoprazole), and a pharmaceutically acceptable carrier. The carrier comprises a polymer having vinyl pyrrolidone monomeric units, such as polyvinylpyrrolidone or a vinyl pyrrolidone-vinyl acetate copolymer. Surprisingly, it has been found that the vinylpyrrolidone polymer acts as a stabilizing excipient on the substituted pyridyl sulfinyl benzimidazole so that the composition need not include any alkaline components to prevent degradation of the active ingredient. In a preferred embodiment, the composition is in the form of a capsule, whereby the mixture of the substituted pyridyl sulfinyl benzimidazole and the vinyl pyrrolidone polymer in the form of a powder blend or granules, is contained within a capsule shell, which capsule shell is made from an enteric material or is coated with an enteric material. A process for preparing the stable pharmaceutical composition is also disclosed.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US8622498A | 1998-05-28 | 1998-05-28 | |
| US09086224 | 1998-05-28 | ||
| PCT/IB1999/000139 WO1999061022A1 (en) | 1998-05-28 | 1999-01-26 | A stable oral pharmaceutical composition containing a substituted pyridylsulfinyl benzimidazole |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AU1979699A true AU1979699A (en) | 1999-12-13 |
Family
ID=22197118
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU19796/99A Abandoned AU1979699A (en) | 1998-05-28 | 1999-01-26 | A stable oral pharmaceutical composition containing a substituted pyridylsulfinyl benzimidazole |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US20020128293A1 (en) |
| EP (1) | EP0960620B1 (en) |
| CN (1) | CN1136850C (en) |
| AT (1) | ATE315396T1 (en) |
| AU (1) | AU1979699A (en) |
| BR (1) | BR9910723A (en) |
| DE (1) | DE69833157T2 (en) |
| ES (1) | ES2256910T3 (en) |
| RU (1) | RU2216321C2 (en) |
| WO (1) | WO1999061022A1 (en) |
| ZA (1) | ZA9810765B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU782538B2 (en) * | 1999-10-20 | 2005-08-04 | Eisai Co. Ltd. | Method for stabilizing benzimidazole compounds |
Families Citing this family (36)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20020039597A1 (en) * | 1998-04-20 | 2002-04-04 | Koji Ukai | Stabilized compositions containing benzimidazole-type compounds |
| IL130602A0 (en) * | 1999-06-22 | 2000-06-01 | Dexcel Ltd | Stable benzimidazole formulation |
| ES2168043B1 (en) | 1999-09-13 | 2003-04-01 | Esteve Labor Dr | PHARMACEUTICAL FORM ORAL SOLID MODIFIED RELEASE CONTAINING A COMPOSITE OF BENCIMIDAZOL LABIL IN THE MIDDLE ACID. |
| EP1221947B1 (en) * | 1999-10-01 | 2004-12-08 | Natco Pharma Limited | Soft gel capsule resistant to gastric juices |
| SI20720A (en) * | 2000-11-20 | 2002-06-30 | LEK, tovarna farmacevtskih in kemi�nih izdelkov, d.d. | New pharmaceutical preparation in the form of cellulose capsules applicable to derivatives of benzimidazole |
| US20030050620A1 (en) * | 2001-09-07 | 2003-03-13 | Isa Odidi | Combinatorial type controlled release drug delivery device |
| US6620900B2 (en) * | 2002-02-07 | 2003-09-16 | Isp Investments Inc. | Proliferous copolymer of vinyl pyrrolidone and vinyl acetate |
| DE10247037A1 (en) * | 2002-10-09 | 2004-04-22 | Abbott Gmbh & Co. Kg | Solid, rapid release dosage form, especially for sparingly soluble drugs, obtained by forming and cooling softened, shapable mixture of crosslinked non-thermoplastic carrier, adjuvant and active agent |
| MY148805A (en) * | 2002-10-16 | 2013-05-31 | Takeda Pharmaceutical | Controlled release preparation |
| CL2004000983A1 (en) * | 2003-05-08 | 2005-03-04 | Altana Pharma Ag | ORAL PHARMACEUTICAL COMPOSITION IN THE FORM OF A TABLET THAT INCLUDES DIHYDRATED MAGNETIC PANTOPRAZOL, WHERE THE TABLET FORM IS COMPOSED BY A NUCLEUS, A MIDDLE COAT AND AN OUTER LAYER; AND USE OF PHARMACEUTICAL COMPOSITION IN ULCERAS AND |
| PE20050150A1 (en) * | 2003-05-08 | 2005-03-22 | Altana Pharma Ag | A DOSAGE FORM CONTAINING (S) -PANTOPRAZOLE AS AN ACTIVE INGREDIENT |
| CA2529984C (en) | 2003-06-26 | 2012-09-25 | Isa Odidi | Oral multi-functional pharmaceutical capsule preparations of proton pump inhibitors |
| US20050042277A1 (en) * | 2003-07-17 | 2005-02-24 | Irukulla Srinivas | Pharmaceutical compositions having a swellable coating |
| AU2003272081A1 (en) * | 2003-09-25 | 2005-04-11 | Natco Pharma Limited | Enteric soft gelatin capsule containing esomeprazole and method of preparation |
| TWI372066B (en) | 2003-10-01 | 2012-09-11 | Wyeth Corp | Pantoprazole multiparticulate formulations |
| WO2005051362A2 (en) * | 2003-11-28 | 2005-06-09 | Ranbaxy Laboratories Limited | Oral benzimidazole compositions comprising an active core, an optional separating layer and an enteric coating |
| WO2006009602A2 (en) | 2004-06-16 | 2006-01-26 | Tap Pharmaceutical Products, Inc. | Multiple ppi dosage form |
| US8394409B2 (en) | 2004-07-01 | 2013-03-12 | Intellipharmaceutics Corp. | Controlled extended drug release technology |
| US10624858B2 (en) | 2004-08-23 | 2020-04-21 | Intellipharmaceutics Corp | Controlled release composition using transition coating, and method of preparing same |
| EP1830823A2 (en) | 2004-12-23 | 2007-09-12 | Ranbaxy Laboratories Limited | Stable oral benzimidazole compositions and process of preparation thereof |
| US20080279951A1 (en) * | 2005-02-02 | 2008-11-13 | Rajesh Gandhi | Stable Oral Benzimidazole Compositions Prepared by Non-Aqueous Layering Process |
| US10064828B1 (en) | 2005-12-23 | 2018-09-04 | Intellipharmaceutics Corp. | Pulsed extended-pulsed and extended-pulsed pulsed drug delivery systems |
| US20070154542A1 (en) * | 2005-12-30 | 2007-07-05 | Cogentus Pharmaceuticals, Inc. | Oral pharmaceutical formulations containing non-steroidal anti-inflammatory drugs and acid inhibitors |
| CA2648280C (en) | 2006-04-03 | 2014-03-11 | Isa Odidi | Controlled release delivery device comprising an organosol coat |
| US10960077B2 (en) | 2006-05-12 | 2021-03-30 | Intellipharmaceutics Corp. | Abuse and alcohol resistant drug composition |
| CA2653955C (en) * | 2006-06-01 | 2015-10-27 | Schering Corporation | Pharmaceutical compositions for sustained release of phenylephrine |
| JP2009538901A (en) * | 2006-06-01 | 2009-11-12 | デクセル ファーマ テクノロジーズ エルティーディー. | Dual unit pharmaceutical formulation |
| KR20100116165A (en) | 2007-10-12 | 2010-10-29 | 다케다 파마슈티칼스 노쓰 어메리카, 인코포레이티드 | Methods of treating gastrointestinal disorders independent of the intake of food |
| US8911787B2 (en) | 2008-02-26 | 2014-12-16 | Ranbaxy Laboratories Limited | Stable oral benzimidazole compositions and process of preparation thereof |
| WO2009136398A2 (en) * | 2008-05-06 | 2009-11-12 | Dexcel Ltd | Stable benzimidazole formulation |
| WO2011086194A1 (en) | 2010-01-18 | 2011-07-21 | Cephalon France | Improved oral lysophilisates containing pvp/va |
| CN102940611B (en) * | 2012-11-26 | 2017-02-22 | 康普药业股份有限公司 | Esomeprazole magnesium contained enteric-coated tablet |
| EP3065720A1 (en) * | 2013-11-04 | 2016-09-14 | Capsugel Belgium NV | Methods and systems for improved bioavailability of active pharmaceutical ingredients including esomeprazole |
| US20160106737A1 (en) | 2014-10-20 | 2016-04-21 | Pharmaceutical Manufacturing Research Services, Inc. | Extended Release Abuse Deterrent Liquid Fill Dosage Form |
| WO2016174664A1 (en) | 2015-04-29 | 2016-11-03 | Dexcel Pharma Technologies Ltd. | Orally disintegrating compositions |
| US10076494B2 (en) | 2016-06-16 | 2018-09-18 | Dexcel Pharma Technologies Ltd. | Stable orally disintegrating pharmaceutical compositions |
Family Cites Families (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3216579A (en) * | 1961-05-25 | 1965-11-09 | Ind Biology Lab Inc | Water-insoluble polyvinylpyrrolidone composition |
| US4180633A (en) * | 1977-06-24 | 1979-12-25 | Gaf Corporation | Preparation of insoluble polyvinylpyrrolidone |
| US4139688A (en) * | 1977-06-24 | 1979-02-13 | Gaf Corporation | Preparation of insoluble polyvinylpyrrolidone |
| SE7804231L (en) * | 1978-04-14 | 1979-10-15 | Haessle Ab | Gastric acid secretion |
| DE2942657A1 (en) * | 1979-10-22 | 1981-04-30 | Basf Ag, 6700 Ludwigshafen | METHOD FOR PRODUCING POLYVINYLPYRROLIDONE, WHOSE AQUEOUS SOLUTION HAS A HIGH VISCOSITY, THROUGH HEAT TREATMENT OF AQUEOUS SOLUTIONS OF COMMON POLYVINYLPYRROLIDONE |
| IL75400A (en) * | 1984-06-16 | 1988-10-31 | Byk Gulden Lomberg Chem Fab | Dialkoxypyridine methyl(sulfinyl or sulfonyl)benzimidazoles,processes for the preparation thereof and pharmaceutical compositions containing the same |
| JPS6150978A (en) * | 1984-08-16 | 1986-03-13 | Takeda Chem Ind Ltd | Pyridine derivative and preparation thereof |
| GB2189698A (en) * | 1986-04-30 | 1987-11-04 | Haessle Ab | Coated omeprazole tablets |
| NZ222495A (en) * | 1986-11-21 | 1991-04-26 | Haessle Ab | Benzimidazole derivatives and pharmaceutical compositions |
| US5073614A (en) * | 1990-10-18 | 1991-12-17 | Isp Investments Inc. | Strongly swellable, moderately crosslinked polyvinylpyrrolidone |
| YU48263B (en) * | 1991-06-17 | 1997-09-30 | Byk Gulden Lomberg Chemische Fabrik Gmbh. | PROCEDURE FOR OBTAINING PANTOPRAZOLE PHARMACEUTICAL PRODUCT |
| US5178867A (en) * | 1991-08-19 | 1993-01-12 | Alza Corporation | Dosage form for delivering drug in short-time period |
| US5252611A (en) * | 1992-07-20 | 1993-10-12 | Isp Investments Inc. | Controlled release tablets including strongly swellable, moderately crosslinked polyvinylpyrrolidone |
| FR2692146B1 (en) * | 1992-06-16 | 1995-06-02 | Ethypharm Sa | Stable compositions of gastro-protected omeprazole microgranules and process for obtaining them. |
| EP1078628B1 (en) * | 1994-07-08 | 2008-11-19 | AstraZeneca AB | Multiple unit tableted dosage form |
| ES2094694B1 (en) * | 1995-02-01 | 1997-12-16 | Esteve Quimica Sa | NEW PHARMACEUTICALLY STABLE FORMULATION OF A COMPOUND OF BENZMIDAZOLE AND ITS PROCESS OF OBTAINING. |
| EP1092434B1 (en) * | 1995-09-21 | 2004-03-24 | Pharma Pass II LLC | Novel composition containing lansoprazole and process for its preparation |
| US6096340A (en) * | 1997-11-14 | 2000-08-01 | Andrx Pharmaceuticals, Inc. | Omeprazole formulation |
| SE9704869D0 (en) * | 1997-12-22 | 1997-12-22 | Astra Ab | New pharmaceutical formulaton II |
| DK173431B1 (en) * | 1998-03-20 | 2000-10-23 | Gea Farmaceutisk Fabrik As | Pharmaceutical formulation comprising a 2 - [[(2-pyridinyl) methyl] sulfinyl] benzimidazole with anti-ulcer activity and progress |
| US6228400B1 (en) * | 1999-09-28 | 2001-05-08 | Carlsbad Technology, Inc. | Orally administered pharmaceutical formulations of benzimidazole derivatives and the method of preparing the same |
-
1998
- 1998-11-25 ZA ZA9810765A patent/ZA9810765B/en unknown
- 1998-12-07 DE DE69833157T patent/DE69833157T2/en not_active Expired - Fee Related
- 1998-12-07 EP EP98123251A patent/EP0960620B1/en not_active Expired - Lifetime
- 1998-12-07 AT AT98123251T patent/ATE315396T1/en not_active IP Right Cessation
- 1998-12-07 ES ES98123251T patent/ES2256910T3/en not_active Expired - Lifetime
- 1998-12-09 RU RU98122664/14A patent/RU2216321C2/en not_active IP Right Cessation
- 1998-12-18 CN CNB981255280A patent/CN1136850C/en not_active Expired - Fee Related
-
1999
- 1999-01-26 BR BR9910723-6A patent/BR9910723A/en not_active Application Discontinuation
- 1999-01-26 WO PCT/IB1999/000139 patent/WO1999061022A1/en not_active Ceased
- 1999-01-26 AU AU19796/99A patent/AU1979699A/en not_active Abandoned
-
2001
- 2001-10-09 US US09/973,265 patent/US20020128293A1/en not_active Abandoned
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU782538B2 (en) * | 1999-10-20 | 2005-08-04 | Eisai Co. Ltd. | Method for stabilizing benzimidazole compounds |
Also Published As
| Publication number | Publication date |
|---|---|
| ATE315396T1 (en) | 2006-02-15 |
| CN1237415A (en) | 1999-12-08 |
| ZA9810765B (en) | 1999-08-06 |
| EP0960620A1 (en) | 1999-12-01 |
| BR9910723A (en) | 2001-06-12 |
| DE69833157D1 (en) | 2006-04-06 |
| EP0960620B1 (en) | 2006-01-11 |
| DE69833157T2 (en) | 2006-08-31 |
| US20020128293A1 (en) | 2002-09-12 |
| ES2256910T3 (en) | 2006-07-16 |
| WO1999061022A1 (en) | 1999-12-02 |
| RU2216321C2 (en) | 2003-11-20 |
| CN1136850C (en) | 2004-02-04 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MK6 | Application lapsed section 142(2)(f)/reg. 8.3(3) - pct applic. not entering national phase |